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2. New acylphloroglucinols from a crude acetone extract of Eucalyptus camaldulensis Dehnh. leaf.

Author

Daus, Mareena, Chakthong, Suda, Dumjun, Krittima, Paosen, Supakit, Voravuthikunchai, Supayang P., Poldorn, Preeyaporn, Jungsuttiwong, Siriporn, Chomlamay, Natharika, Yangok, Kanyaluck, and Watanapokasin, Ramida

Subjects
EUCALYPTUS camaldulensis, BENZENE derivatives, NUCLEAR magnetic resonance, MASS spectrometry, ACETONE, COUMARINS
Abstract

Acylphloroglucinols are well-known Eucalyptus secondary metabolites which exhibit a variety of structures and bioactivities. The investigation of a crude acetone extract of Eucalyptus camaldulensis leaves led to the isolation of two new acylphloroglucinols, eucalypcamals O and P (1 and 2) together with seven phloroglucinols (3–9), and a benzene derivative (10). Their chemical structures were elucidated by 1D and 2D nuclear magnetic resonance (NMR) spectroscopy and mass spectroscopy. The absolute configurations of compounds 1 and 2 were established by comparison of experimental and calculated electronic circular dichroism (ECD) data. In the putative biosynthetic pathway, eucalypcamals O and P should be derived from hetero-Diels-Alder reaction between grandinol and trans-isoeugenol. [ABSTRACT FROM AUTHOR]

Published
2024
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4. New acylphloroglucinols from a crude acetone extract of Eucalyptus camaldulensis Dehnh. leaf

Author

Daus, Mareena, Chakthong, Suda, Dumjun, Krittima, Paosen, Supakit, Voravuthikunchai, Supayang P., Poldorn, Preeyaporn, Jungsuttiwong, Siriporn, Chomlamay, Natharika, Yangok, Kanyaluck, and Watanapokasin, Ramida

Subjects
Organic Chemistry, Plant Science, Biochemistry, Analytical Chemistry
Abstract

Acylphloroglucinols are well-known Eucalyptus secondary metabolites which exhibit a variety of structures and bioactivities. The investigation of a crude acetone extract of Eucalyptus camaldulensis leaves led to the isolation of two new acylphloroglucinols, eucalypcamals O and P (1 and 2) together with seven phloroglucinols (3–9), and a benzene derivative (10). Their chemical structures were elucidated by 1D and 2D nuclear magnetic resonance (NMR) spectroscopy and mass spectroscopy. The absolute configurations of compounds 1 and 2 were established by comparison of experimental and calculated electronic circular dichroism (ECD) data. In the putative biosynthetic pathway, eucalypcamals O and P should be derived from hetero-Diels-Alder reaction between grandinol and trans-isoeugenol.

Published
2022
Full Text
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